Abstract One novel organic-inorganic hybrid supramolecular compound named Adeninium orthoperiodate (1−) bis(hydrate) (I) has been synthesized and characterized by FT-IR spectroscopy and single-crystal X-ray diffraction complemented with a quantum chemical study performed with DFT method at the B3LYP/3–21G level. The title compound crystallized in the monoclinic centrosymmetric P 21/n space group. In the molecular arrangement, the different entities are held together through the interplay of intermolecular O···H N/O and N H···O hydrogen bonds, that found to be effective in stabilizing the three-dimensional crystal packing. The hydrogen bonds network of (I) contains an interesting cyclic homosynthon of R 2 2 (10) graph set notation involving the adeninium Hoogsteen sites (N6—H1N···N7). The role of such interactions is known to be predominant in the stabilization of the usual 1H,9H tautomer. The different intermolecular interactions of (I) were quantified and analysed using Hirshfeld surface analysis, enrichment ratio (E) and fingerprint plots. The obtained results indicate that the main contributions are ascribed to O···H and H···H interactions. Scanning electron microscopy (SEM) was used to provide an extremely enlarged image of the sample morphology of (I), as well as information on its chemical composition using an energy dispersive X-ray spectrometer (EDS) detector, which confirms that the compound was successfully synthesized. The complementary theoretical achievements were found in a good agreement with respect to the experimental data. Moreover, a natural bond orbital (NBO) analysis was performed to evaluate the nature of bonding and the strength of the intra and inter-molecular interactions. Furthermore, the calculations of HOMO and LUMO energies were carried out to investigate the charge transfer within the molecular structure. The molecular electrostatic potential maps were used to detect the possible electrophilic and nucleophilic sites in (I).

中文翻译：

---

一种新的原高碘酸腺嘌呤（1-）双（水合物）有机-无机杂化晶体的合成、结构解析、光谱、Hirshfeld 表面分析和理论模拟

摘要 合成了一种名为原高碘酸腺苷 (1-) 双水合物 (I) 的新型有机-无机杂化超分子化合物，并通过 FT-IR 光谱和单晶 X 射线衍射进行表征，并辅以 DFT 进行的量子化学研究。 B3LYP/3-21G 级别的方法。标题化合物在单斜中心对称 P 21/n 空间群中结晶。在分子排列中，不同的实体通过分子间 O...HN/O 和 NH...O 氢键的相互作用保持在一起，这被发现有效地稳定了三维晶体堆积。(I) 的氢键网络包含一个有趣的循环同合子 R 2 2 (10) 图集符号，涉及腺嘌呤 Hoogsteen 位点 (N6-H1N...N7)。已知这种相互作用的作用在通常的 1H,9H 互变异构体的稳定中起主要作用。使用 Hirshfeld 表面分析、富集率 (E) 和指纹图对 (I) 的不同分子间相互作用进行量化和分析。所得结果表明，主要贡献归因于O···H 和H···H 相互作用。扫描电子显微镜 (SEM) 用于提供 (I) 样品形态的极其放大的图像，以及使用能量色散 X 射线光谱仪 (EDS) 检测器提供的有关其化学成分的信息，这证实该化合物是合成成功。补充的理论成果与实验数据非常吻合。而且，进行了自然键轨道 (NBO) 分析以评估键合的性质以及分子内和分子间相互作用的强度。此外，还进行了 HOMO 和 LUMO 能量的计算以研究分子结构内的电荷转移。分子静电势图用于检测（I）中可能的亲电和亲核位点。